2,4-Difluorophenyl isocyanate → HCID 22105938, compound

HRID 1456368Notes

Reaction equation

HRID 1456368 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:18])=[CH:9][CH:8]=[N:7][CH:6]=2.[F:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=1[N:27]=[C:28]=[O:29]>O1CCCC1>[Cl:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:11]1[C:10]2[C:5](=[CH:6][N:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[NH:1][C:28]([NH:27][C:21]1[CH:22]=[CH:23][C:24]([F:26])=[CH:25][C:20]=1[F:19])=[O:29]

Participants

4

Reactant 2

HCID 5932582,4-Difluorophenyl isocyanateHCID 22106198HCID 22106198, compound

Product 1

HCID 22105938HCID 22105938, compoundYield 36.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3-amino-4-(2-chlorophenyl)-1,7-naphthyridine (169 mg, 0.66 mmol) and 2,4-difluorophenylisocyanate (102 mg, 0.66 mmol) in tetrahydrofuran (50 ml) was refluxed for 8 hours. The mixture was concentrated, and the residue was purified by column chromatography (silica gel; methanol:chloroform=1:9), and recrystallized from hexane to give the title compound (98 mg, 0.24 mmol) as colorless powder.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by column chromatography (silica gel; methanol:chloroform=1:9)
  3. customrecrystallized from hexane

Sources & evidence

ORD record
ord-0bfe73302e384a5ebf2f6a39fab8e0b1
Source dataset
uspto-grants-1998_12
Patent number
US05843957

Reaction notes

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